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Annapolis Sailing Cruises

4.8

About this business

Location details

80 Compromise St, Annapolis, MD, 21401, United States

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WeekdayScheduleStatus
Mon9:00 a.m. to 5:00 p.m.
Tue9:00 a.m. to 5:00 p.m.
Wed9:00 a.m. to 5:00 p.m.
Thu9:00 a.m. to 5:00 p.m.
Fri9:00 a.m. to 5:00 p.m.
Sat9:00 a.m. to 5:00 p.m.
Sun9:00 a.m. to 5:00 p.m.
4.8672 reviews
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Jim Taylor's profile image
Jim Taylor 
recommend  Recommended
6 years ago

My daughter and I had an awesome time on the sailboat with the greatest crew ever! The cruise starts out with the Captain providing the guidelines needed to stay safe, as we prepared to push off. The crew is very knowledgeable to answer any questions related to sailing or the boat. On these cruises, they ask if any of the passengers wants to participate in helping with the sails. It's an adventure in helping and also a great workout. Being on a sailboat out on the water with the wind blowing is very relaxing. The whole cruis... read more

Coleen Foley's profile image
Coleen Foley 
recommend  Recommended
6 years ago

Had a blast! Loved every minute of it. Crew was fantastic and those silly people let me steer! 

Maureen E. Curry's profile image
Maureen E. Curry 
recommend  Recommended
6 years ago

Captains Ken and Jen are amazing! A wonderful family business; stunning boats. 

Jim Robinson's profile image
Jim Robinson 
recommend  Recommended
6 years ago

Awesome sailing even in the light rain; professional crew and superior captain, who provided very interesting sailing commentary as we cut through the wind and water. Enjoyed the trip very much👍🇺🇸 

Russell Wesdyk's profile image
Russell Wesdyk 
recommend  Recommended
6 years ago

Thanks for a great sail on Sunday! Always a joy. Even though we have our own boat (a 36 foot trimaran) on the Magothy its nice sometimes when we have guests in and they want to see Annapolis to catch a ride w the Woodwind. And just learned you folks are match racing on Wednesday nights with the last AYC start. I gotta sail up there to watch that from our boat and maybe pace you folks. Anyway, great boat, great captain and great crew knowledgeable about the area and a joy to sail with. 

Betsy Freeman's profile image
Betsy Freeman 
6 years ago

Great cruise today!!! The schooner is beautiful and the crew were wonderfully attentive and informative! Highly recommend! 

Barbara Talbott's profile image
Barbara Talbott 
recommend  Recommended
6 years ago

Wonderful cruise today seeing lighthouses and the bay bridge from a whole new prospective. Crew was amazing. Learned so much about the history of our bay. Thanks so much! 

Andy Pflaum's profile image
Andy Pflaum 
recommend  Recommended
6 years ago

Another great trip in the bay with another great crew. All seemed determined that we have a great time! 

Stacey Reed Fennell's profile image
Stacey Reed Fennell 
recommend  Recommended
6 years ago

Fabulous crew ..... so many options but we chose the Sunset Cruise ~~ amazing ! A wonderful time indeed ...highly recommend ⛵ 

Frequently asked questions about Annapolis Sailing Cruises

How is Annapolis Sailing Cruises rated?

Annapolis Sailing Cruises has a 4.8 star rating with 672 reviews. 

When is Annapolis Sailing Cruises open?

Annapolis Sailing Cruises is open now. It will close at 5:00 p.m.  

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